Undecane

Undecane (also known as hendecane) is a liquid alkane hydrocarbon with the chemical formula CH3(CH2)9CH3. It is used as a mild sex attractant for various types of moths and cockroaches, and an alert signal for a variety of ants.[3] It has 159 isomers.[4]

Undecane
Names
Preferred IUPAC name
Undecane[1]
Identifiers
3D model (JSmol)
1697099
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.013.001
EC Number
  • 214-300-6
MeSH undecane
RTECS number
  • YQ1525000
UNII
UN number 2330
  • InChI=1S/C11H24/c1-3-5-7-9-11-10-8-6-4-2/h3-11H2,1-2H3 Y
    Key: RSJKGSCJYJTIGS-UHFFFAOYSA-N Y
  • CCCCCCCCCCC
Properties
C11H24
Molar mass 156.313 g·mol−1
Appearance Colorless liquid
Odor Gasoline-like to Odorless
Density 740 g/L
Melting point −26 °C (−15 °F; 247 K)
Boiling point 196 °C (385 °F; 469 K)
log P 6.312
Vapor pressure 55 Pa (at 25 °C)[2]
5.4 nmol Pa−1 kg−1
-131.84·10−6 cm3/mol
1.417
Thermochemistry
345.05 J K−1 mol−1
458.15 J K−1 mol−1
−329.8–−324.6 kJ mol−1
−7.4339–−7.4287 MJ mol−1
Hazards
GHS labelling:
Danger
H304, H315, H319, H331, H335
P261, P301+P310, P305+P351+P338, P311, P331
NFPA 704 (fire diamond)
3
2
0
Flash point 60.0 °C (140.0 °F; 333.1 K)
240 °C (464 °F; 513 K)
Lethal dose or concentration (LD, LC):
> 2000 mg/kg (rat, oral)
> 5000 mg/kg (rat, dermal)
> 20 mg/L (rat, 8 hours)
Safety data sheet (SDS) Fisher Scientific
Related compounds
Related alkanes
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Undecane may also be used as an internal standard in gas chromatography when working with other hydrocarbons. Since the boiling point of undecane (196 °C) is well known, it may be used as a comparison for retention times in a gas chromatograph for molecules whose structure has been freshly elucidated. For example, if one is working with a 50 m crosslinked methyl silicone capillary column with an oven temperature increasing slowly, beginning around 60 °C, an 11-carbon molecule like undecane may be used as an internal standard to be compared with the retention times of other 10-, 11-, or 12- carbon molecules, depending on their structures.

See also

References
  1. "undecane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification and Related Records. Retrieved 5 January 2012.
  2. Yaws, Carl L. (1999). Chemical Properties Handbook. New York: McGraw-Hill. pp. 159–179. ISBN 0-07-073401-1.
  3. Hölldobler B, Wilson EO (1990). The Ants. Harvard University Press. p. 287. ISBN 0-674-04075-9.
  4. Stoermer, Martin (2023). "Undecane Isomers". Figshare. doi:10.6084/M9.FIGSHARE.24309724.
  • Undecane at Dr. Duke's Phytochemical and Ethnobotanical Databases
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.